Organic mercury compound.



9 srA'rEs PATENT OFFICE.

MAiEN nL uANN, or anannrann, GEaMANY, ASSIGNOR T0 FARIBENFABRIKENvonmjrnmnn. BAYER a so, or ELBERFELD, GERMANY, A CORPORATION or GERMANY.

978,145. No Drawing.

. Specification of Letters Patent.

Application filed December 21, 1909. Serial No. 534,326. (Specimena)ORGANIC MERCURY COMPOUND,

Patented Dec. 13, 1910.

hitherto unknown easily soluble compounds derived from theortho-oxymercuric compound of salicylic acid anhydrid (hydrargyrumsalicylicum). In order to prepare these products the knownortho-oxymercuric salicylic acid anhydrid (hydrargyrum salicylicum ofthe German Phamacopceia) is treated with. alkali and amino fatty acids(e. 9. derived from the fatty acids by the exchange of a hydrogen atomof the hydrocarbon radical for an amino group) or with the alkali saltsof amino acids. -The same products result by at first treating theorthooxymercuric salicylic anhydrid with alkalies and then treating theproducts thus obtained with amino fatty acids. The new compounds thusobtained are whitish odorless compounds which are very easily soluble inwater and insoluble in ether; They have proved to be valuableantisyphilitics characterized by a mild action and as they arenonirritants and not'corrosivethey are highly valuable for internalapplication especially for subcutaneous injection. hey contain themercury so firmly combined that ,on add- 1 pound of salicylic acidanhydrid.

ing a diluted solution of caustic alkali or a cold solution of ammoniumsulfid no precipitate is obtained. Asolution of from 0.10.2 grams may beused for one sub-. cutaneous injection.

The new compounds are characterized by the following general formula:

in which Me means alkali metal (potassium sodium lithium) and X an ammofatty acid and they are formed by direct addition of the amino fattyacid molecule to the molecule of the ortho-oxymercuriccom- In carryingout my invention I can proceed as follows, the parts being by weight 170arts of the ortho-oxymercuric compoun of salicylic acid anliydrid(hydrargyto a solution of rum salicylicum) are adde parts ofbeta-amino-alpha-oxyisobutyric acid in 250 parts of a water solutioncontaining 8 per cent. NaOH. The solution is filtered and then alcoholis added to the .filtrate. The new compound which is the sodium salt ofortho-oxymercuric salicylic acid beta amino alphaoxyisobutyric acidseparates, The whitish product is easily soluble in water, insoluble inalcohol, ether and benzene. Itcontains about 40 per cent. of mercur andhas no definite melting point but ecomposes at about 200 C.

Other amino fatty acids, such as aminoacetic'acid, serin, alanin,leucin, sarcosin, tyrosin, etc., or.other alkalies-may be used. Iclaim 1. The herein described new mercury compounds ossessing probablythe following general ormula: I

in which Me means alkalimetal and X an amino fatty acid, obtainable byreacting with alkali and an amino fatty acid upon ortho-oxymercuriccompound of salicylic acid anhydrid, which new mercury compounds arewhitish powders easily soluble in water and insoluble in ether, andcontaining the mercury so firmly combined that the aqueous solutions donot ive any precipitate on the addition of dilute caustic soda. lye or acold solution of ammonium sulfid; and being valuable therapeutics,substantially as described.

2. The herein described new specific mercury compound obtainable byreacting with alkali and beta-amino-alpha-oxyisobutyric acid uponortho-ox mercuric compound of salic 11c acid anhy rid which is a whitishpow er, easily soluble in water, insoluble in alcohol, ether and benzenehaving no definite melting point, but decomposing at about 200 C, andcontaining the mercury so firmly combined that the aqueous Solumy handin the presence'of =tw0 euhscribing tion does not give any precipitateon the wlt-nesses.

addition of dilutecaus'tic soda lye or a cold solution of ammoniumsulfid; and being a 5 Valuable therapeutic c0mp0und,- substantiallyWitnesses as described. OTTO K6N1G,

In testimony whereof I have hereunto set I Q CHAS. J. WRIGHT.

MAX ENGELMANX.

